Synthesis of crown compounds containing a 1,3,4-oxadiazole moiety: Microwave-assisted synthesis
✍ Scribed by Moha Outirite; Mounim Lebrini; Michel Lagrenée; Fouad Bentiss
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2010
- Tongue
- English
- Weight
- 105 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.201
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✦ Synopsis
Abstract
magnified image
New macrocyclic polyether compounds containing a 2,5‐bis(2‐hydroxyphenyl)‐1,3,4‐oxadiazole moiety are quickly prepared by a nucleophilic substitution reaction involving ethylene glycol ditosylate or polyethylene glycol ditosylate and a biphenol, the 2,5‐bis(2‐hydroxyphenyl)‐1,3,4‐oxadiazole, with solid anhydrous potassium carbonate as a base under microwave irradiation (monomode and multimode). The structures of new macrocyclic polyether compounds were confirmed by ^1^H, ^13^C NMR, mass spectrometry, and elemental analysis. J. Heterocyclic Chem., (2010).
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## Abstract New macrocyclic polyether compounds containing a 2,5‐bis(2‐hydroxyphenyl)‐1,3,4‐thiadiazole moiety have been prepared by a nucleophilic substitution reaction involving ethylene or polyethylene glycol ditosylate and a bisphenol, the 2,5‐bis(2‐hydroxyphenyl)‐1,3,4‐thiadiazole, with solid
## Abstract magnified image The syntheses of new macrocyclic compounds are described. The 2,5‐bis(hydroxyphenyl)‐1,3,4‐thiadiazole reacts with allyl bromide to give the corresponding allyloxy derivative. The allyl is used to functionalize the ortho position by means of a Claisen rearrangement unde